125348-98-3Relevant academic research and scientific papers
Redox-Triggered α-C-H Functionalization of Pyrrolidines: Synthesis of Unsymmetrically 2,5-Disubstituted Pyrrolidines
Cheng, Yong-Feng,Rong, Hao-Jie,Yi, Cheng-Bo,Yao, Jun-Jun,Qu, Jin
, p. 4758 - 4761 (2015)
By using o-benzoquinone as an internal oxidant, the regio- and diastereoselective functionalization of the secondary over the tertiary α-C-H bond of 2-substituted pyrrolidines is first realized. Subsequent intermolecular addition of a nucleophile to the g
One-Pot Three-Component Synthesis of Vicinal Diamines via In Situ Aminal Formation and Carboamination
Orcel, Ugo,Waser, Jerome
supporting information, p. 12881 - 12885 (2016/10/04)
A synthesis of vicinal diamines via in situ aminal formation and carboamination of allyl amines is reported. Employing highly electron-poor trifluoromethyl aldimines in their stable hemiaminal form was key to enable both a fast and complete aminal formation as well as the palladium-catalyzed carboamination step. The conditions developed allow the introduction of a wide variety of alkynyl, vinyl, aryl, and hetereoaryl groups with complete regioselectivity and high diastereoselectivity. The reaction exhibits a high functional-group tolerance. Importantly, either nitrogen atom of the imidazolidine products can be selectively deprotected, while removal of the aminal tether can be achieved in a single step under mild conditions to reveal the free diamine. We expect that this work will promote the further use of mixed aminal tethers in organic synthesis.
Intramolecular redox-triggered C-H functionalization
Jurberg, Igor D.,Peng, Bo,Woestefeld, Eckhard,Wasserloos, Maximilian,Maulide, Nuno
supporting information; experimental part, p. 1950 - 1953 (2012/04/04)
Sacrifice for the team: A one-pot method achieves remote functionalization at the α-position of an amine moiety through the sacrificial reduction of a neighboring group. The process takes advantage of an intramolecular redox reaction, thereby avoiding the need for any external oxidants. This method was applied to a concise five-step total synthesis of indolizidine 167B.
Synthesis of the azepinoindole framework via oxidative heck (Fujiwara-Moritani) cyclization
Donets, Pavel A.,Vandereycken, Erik V.
supporting information; experimental part, p. 2147 - 2153 (2011/08/03)
A catalytic oxidative Heck (Fujiwara-Moritani) cyclization has been evaluated for construction of the azepinoindole framework starting from readily available 3-indoleacetic acid amides. The supporting role of the amide group in the substrate has been demonstrated necessary for the success of the cyclization. Georg Thieme Verlag Stuttgart ? New York.
Heterocyclic compounds
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, (2008/06/13)
Compounds are disclosed of formula (I) wherein Ra, R b, Rc and Rd represent hydrogen atoms or Ra and Rc together form a bond and Rb and Rd together form-CH=CH-CH=CH-;- represents a 5-membered (optionally containing an oxygen atom adjacent to the nitrogen)
